Crystal and Physiochemical Properties of 2-Aminoethanaminium 2-(Ethoxycarbonyl)-4,6-Dinitrophenolate

The proton transfer reaction of Ethyl 3,5-dinitrosalicylate, ethyl ester of 3,5-dinitrosalicylic acid (DNS), and ethylenediamine has been investigated. The reaction stoichiometry was 1:1 giving a molecular salt namely 2-Ami- noethanaminium 2-(ethoxycarbonyl)-4,6-dinitrophenolate (AED). The single crystals were grown by the slow solvent evaporation technique using DMF- water as a solvent at room temperature and found in a dimeric form. The structure was confirmed by single crystal X-ray diffraction (XRD), Nuclear magnetic resonance (NMR), fourier-transform infrared (FT-IR), ultraviolet-visible (UV-Vis) spectroscopic techniques as well as thermal analysis (TGA/TDA). It is transparent between 460 - 1000 nm melts at 192°C and decomposes at 268°C and may found a suitable optical application. The title compound crystallizes in monoclinic crystal system with the centrosymmetric space group C2/c and the title compound has shown superior properties in reducing sugar quantification as compared to DNS method.

Based on the concepts of the molecular and crystal engineering, the organic molecules exhibit many possibilities to tailoring the substances with desired properties through optimization of the microscopic hyper polarizabilities and the incorporation of the molecules in a crystalline lattice [6] [7] [8] [9].
3,5-dinitrosalicyclic acid is widely used in reducing sugar quantification [10] as well as its proton transfer investigation with many amines has been studied [11], no studies state the properties of these molecular salts in reducing sugar quantification.
In the present study, the proton transfer of ethyl ester of 3,5-dinitrosalicylic acid and ethylenediamine has been carried out and both of crystal and physicochemical product properties are outlined. It was expecting stoichiometry 2:1 acid to base but the X-ray crystallography confirmed the 1:1 molar ratio of the salt and it showed superior properties in reducing sugar quantification as compared to 3,5-dinitrosalicylic acid DNS [10].

Preparation of Ethyl 3,5-dinitrosalicylate
Ethyl ester of DNS, 3,5-dinitro ethylsalicylate, was prepared according to both of the described proceures [12] and the described procedures [13] using ethyl salicylate instead of methyl salicylate, the products were identical in spectral analysis as well as physical propertie, pale yellow solid compounds, δ = 1.3 (t, CH 3 ester), 4.2 (q, CH 2 ester), 8.4 -8.6 (m, CH aromatic), m.p. 73˚C, crystallized from ethanol-water 1:1 v/v. The purity was tested by thin layer chromatography (TLC). Open Access Library Journal noethanaminium 2-(ethoxycarbonyl)-4,6-dinitrophenolate salt (AED) was stirred for half an hour and filtered through quantitative whatmann 41 grade filter paper, the clear solution was kept undisturbed in a clean environment for one week.

Examination in Reducing Sugar Quantification
Following the same procedures have been described by Miller

Nuclear Magnetic Resonance Studies (NMR)
The 1 H and 13 C NMR spectra of 2-Aminoethanaminium 2-(ethoxycarbonyl)-4,6dinitrophenolate (AED) were recorded using the BRUKER AC 400MHz spectrophotometer with TMS as the internal reference standard and DMSO as a solvent. The title crystal shows eight proton signals indicating the presence of eight different proton environments in the aminium crystal. The broad hump appearing at δ 7.8 ppm is assigned to the highly deshielded 3 NH + protons. The intense singlet signal appearing at δ 8.4 -8.6 ppm has been assigned to aromatic protons. The intense signal at 3.7 ppm is assigned to the methylene group beside the highly shielded aminium group and another signal appeared at 2.7 ppm for methylene adjacent to the free amino group.

Fourier-Transform Spectroscopy (FT-IR)
The characteristic vibrational frequencies of the functional groups of the ami-

Single Crystal X-Ray Diffraction Studies (XRD)
A yellow chip crystal having approximate dimensions of 0.500 × 0.300 × 0.300 mm was mounted on a glass fiber. All measurements were made on a Rigaku SCX mini diffractometer using graphite monochromated Mo-Kα radiation. The crystal-to-detector distance was 52.00 mm. The crystal structure analyses reveal it is crystallized in monoclinic crystal structure with centrosymmetric space group C2/c and the unit cell parameters are a = 15.289(2) Å, b = 20.755(3) Å and c = 20.545(3) Å. The crystal structure has been already deposited in Cambridge Crystallographic Data Center coded CCDC 1441586, Figure 1 represents the molecular ORTEP diagram for the aminium salt [14].
Some of the crystal data are listed (Table 1).

Ultraviolet-Visible spectroscopy (UV-Vis)
The optical transmission spectrum of the aminium salt was recorded in the region 400 -1000 nm employing a Shimadzu 1061 UV-Vis spectrophotometer in

Thermal analysis (TG/DTA)
TG/DTA analysis, the sample is analyzed between 25˚C -600˚C at a heating rate 10 K/min in nitrogen atmosphere. The DTA reveals exactly same changes shown by the TGA. From thermo gravimetric curve it is inferred that the material decomposes immediately after melting into gaseous products. The material exhibits sharp weight loss at 192.47˚C and below this temperature no significant weight loss. The endothermic peak appears at 190.97˚C in DTA corresponds to the melting point of the compound and another sharp exothermic peak at 268.84˚C may be attributed to decomposition temperature of the aminium salt.

Conclusion
The